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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836934Generated: November 1, 2026

Formaldehyde → HCID 69677332, compound

https://huagongshe.com/reaction/1836934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantPhenolHCID 996—
ReactantN-MethylanilineHCID 7515—
SolventFormic AcidHCID 284—
ProductHCID 69677332HCID 69677332—

Reaction Conditions

Temperature70 °C

Reaction Steps

A one liter flask was charged with 376.4 g phenol (4.0 moles), 171.5 g N-methylaniline (1.6 moles) and 7.0 g 90% formic acid. The reaction mixture was heated to 70° C. and then 191 g 50% formalin (3.2 moles) was added at 70° C. over 1 hour. The temperature was maintained at 70° C. for 2 hours at which time the percent free phenol was determined to be 34.8% (vs. 50.5% for no reaction of phenol). The temperature was raised to 100° C. and maintained at 100° C. for one hour at which time the percent free phenol was 33.6%. Reaction mixture was then atmospherically distilled to 160° C. to collect 163 g distillate. Phenol (170 g) was then recovered by vacuum distillation increasing temperature to 190° C. while increasing vacuum to 30 inches of mercury. Product yield was 397 g and is characterized in Table 2B and Table 5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06780511B2
Source datasetuspto-grants-2004_08
ORD IDord-b8984441de0c42ca82c7e84525b1d6e3
Source noteuspto-grants-2004_08